Martha's Vineyard

Unfussy New England island retreat of presidents, painters, and generations of summer people.

6638 waterfront rentals·19 shores·Every listing on the water·Updated 2026-11-05

The Vineyard's 100 square miles cover six towns, each with its own character. Edgartown for captains' houses, Chilmark for cliffs, Oak Bluffs for gingerbread cottages, Aquinnah for red clay bluffs. Rentals concentrate in July-August; May and September are cheaper and quieter.

StateMA
Peak seasonJuly to August
Best forWaterfront stays
Featured6 rentals
The curated list · 6 rentals

Where we would stay in Martha's Vineyard.

Affiliate links. About our partners.

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
No. 01

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell

Oceanfront
6 bedroom sleeps 12

This unique home was carefully renovated to maintain its original character.

Oceanfront Home w Private Beach!
No. 02

Oceanfront Home w Private Beach!

Oceanfront
6 bedroom sleeps 10

A spacious main house and guest house sit on the south shore of Chilmark, with an expansive yard and private stairs down to your own stretch of Atlantic Ocean beach.

Location , Location , Location ! Walking distance to the beach.
No. 03

Location , Location , Location ! Walking distance to the beach.

Oceanfront
2 bedroom sleeps 4

Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two-bedroom, two-bathroom home that was completely renovated in 2021.

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod
No. 04

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod

Oceanfront

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod offers accommodations in Dennis Port, a few steps from Sea Street Beach and 21 miles from Nauset Lighthouse.

Compare prices

See Martha's Vineyard stays on Booking.com.

Search Booking.com →

Affiliate link.

Capricorn House
No. 05

Capricorn House

Oceanfront

Housed in a historic building, Capricorn House features accommodations with a terrace and free Wifi in Oak Bluffs, a 1-minute walk from Oak Bluffs Town Beach.

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
No. 06

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Oceanfront

Breezy Oak Bluffs Condo - Steps to Inkwell Beach! is located in Oak Bluffs, just a few steps from Oak Bluffs Town Beach and 5.9 miles from Edgartown Lighthouse.

Sponsored · Booking.com Partner

Search every stay in Martha's Vineyard on Booking.com

Hotels, beach houses, apartments, and resorts. Free cancellation on most rooms. Then add a flight in or a rental car for dune drives.

Or browse the same coast on Vrbo: Browse Vrbo →

Affiliate links.

Curated luxury alternative

Prefer a boutique hotel or villa?

If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.

Sponsored.

Before you book

Get new waterfront rentals as we add them.

Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.

Get new posts in your inbox. No spam, unsubscribe anytime.